Aqua­bis(2-iodo­acetato-κO)(1,10-phenanthroline-κ2 N,N′)copper(II)

Rengao Zhao; Junshan Sun; Jie Lu; Jikun Li

doi:10.1107/S1600536809002682

. 2009 Jan 31;65(Pt 2):m241. doi: 10.1107/S1600536809002682

Aquabis(2-iodoacetato-κO)(1,10-phenanthroline-κ² N,N′)copper(II)

Rengao Zhao ^a, Junshan Sun ^a,^*, Jie Lu ^b, Jikun Li ^a

PMCID: PMC2968381 PMID: 21581830

Abstract

In the title compound, [Cu(C₂H₂IO₂)₂(C₁₂H₈N₂)(H₂O)], the Cu^II ion is coordinated by two N atoms [Cu—N = 2.013 (4) and 2.024 (4) Å] from a 1,10-phenanthroline ligand and three O atoms [Cu—O = 1.940 (4)–2.261 (4) Å] from two carboxyl ligands and a water molecule in a distorted square-pyramidal geometry. One iodoacetate O atom [Cu—O = 2.775 (4) Å] completes the coordination to form a distorted octahedron. Intermolecular O—H⋯O hydrogen bonds link the molecules into centrosymmetric dimers, which are further packed by π–π interactions between the 1,10-phenanthroline ligands into layers parallel to the ab plane. The crystal packing also exhibits short intermolecular I⋯I contacts of 3.6772 (9) Å and weak C—H⋯O hydrogen bonds.

Related literature

The related crystal structure of aquabis(2,4-dichlorophenoxyacetato-O)(1,10-phenanthroline-κ² N,N′)copper(II) has been reported by Liu et al. (2006 ▶).

Experimental

Crystal data

[Cu(C₂H₂IO₂)₂(C₁₂H₈N₂)(H₂O)]
M _r = 631.63
Triclinic,
a = 9.5156 (11) Å
b = 10.6293 (12) Å
c = 11.3441 (13) Å
α = 65.803 (2)°
β = 65.598 (2)°
γ = 72.451 (2)°
V = 940.94 (19) Å³
Z = 2
Mo Kα radiation
μ = 4.47 mm⁻¹
T = 273 (2) K
0.26 × 0.23 × 0.21 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.389, T _max = 0.454 (expected range = 0.336–0.391)
4948 measured reflections
3305 independent reflections
2934 reflections with I > 2σ(I)
R _int = 0.016

Refinement

R[F ² > 2σ(F ²)] = 0.038
wR(F ²) = 0.104
S = 1.01
3305 reflections
237 parameters
3 restraints
H-atom parameters constrained
Δρ_max = 1.53 e Å⁻³
Δρ_min = −1.68 e Å⁻³

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809002682/cv2511sup1.cif

e-65-0m241-sup1.cif^{(18.4KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809002682/cv2511Isup2.hkl

e-65-0m241-Isup2.hkl^{(162.1KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected interatomic distances (Å).

Cg1, Cg2 and Cg3 are the centroids of the C4–C7/C11/C12, C6–C10/N2 and C1–C5/N1 rings, respectively.

Cg1⋯Cg3ⁱ	3.505 (6)
Cg1⋯Cg1ⁱⁱ	3.584 (6)
Cg2⋯Cg3ⁱ	3.625 (6)
Cg2⋯Cg1ⁱⁱ	3.634 (6)
I2⋯I2ⁱⁱⁱ	3.6772 (9)

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) , .

Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1B⋯O3	0.85	1.84	2.639 (6)	156
O1—H1C⋯O4^iv	0.85	1.97	2.785 (5)	161
C3—H3⋯O1ⁱⁱ	0.93	2.44	3.240 (7)	144
C11—H11⋯O5ⁱ	0.93	2.71	3.508 (8)	144
C10—H10⋯O3^iv	0.93	2.68	3.431 (8)	138
C14—H14B⋯O2^v	0.97	2.59	3.436 (8)	146
C14—H14A⋯O5^v	0.97	2.64	3.219 (8)	119

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Symmetry codes: (i) Inline graphic ; (ii) ; (iv) , ; (v) .

Acknowledgments

The authors thank the Postgraduate Foundation of Taishan University (grant No. Y07-2-15) for financial support.

supplementary crystallographic information

Comment

Metal complexes with carboxylates are among the most investigated complexes in the field of coordination chemistry. Due to their versatile bonding modes with metal ions, they have also been used in the synthesis of mononuclear monomeric and polymeric complexes (Liu et al., 2006). In order to develop some new topological structures, we study the reaction of the copper(II) ion and 2-iodoacetic acid with the presence of 1,10-phenanthroline.

The molecular structure of the title complex is shown in Fig.1. The Cu atom exhibits a six-coordinated distorted octahedral pyramidal geometry with two carboxyl O atoms from (Cu2—O4 2.000 (4) Å, Cu2—O5 2.775 (4) Å), a water molecule (Cu—O 2.261 (4) Å) and a nitrogen atom (Cu2—N2 2.024 (4) Å) occupying the equatorial planar position. A nitrogen atom N2 (Cu2—N2 2.013 (4) Å) and a carboxyl O atom (Cu2—O2 1.940 (4) Å) occupy the apical positions. The displacement of the metal atom from the basal plane is 0.0640 (2) Å. The crystal packing exhibits short intermolecular I···I contacts (Table 1) and weak C—H···O hydrogen bonds (Table 2).

Experimental

The reaction was carried out by the solvothermal method. 2-iodoacetic acid(0.372 g,2 mmol) and cupric acetate(0.199 g, 1 mmol) and 1,10-phenanthroline(0.180 g, 1 mmol) were added to the airtight vessel with 20 ml water. The resulting green solution was filtered. The filtrate was placed for sevaral days yielding blue block-shaped crystals.

The yield is 81%. Elemental analysis: calc. for C₁₆H₁₄CuI₂N₂O₅: C 30.42, H 2.23, N 4.43; found: C 30.15, H 2.49, N 4.22. The elemental analyses were performed with PERKIN ELMER MODEL 2400 SERIES II.